Compare the basic strengths of the given comp | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(B) The basic strength of amines depends on the availability of the lone pair on the nitrogen atom. $(i)$ $Et_3N$ is a tertiary amine where the lone p

Vedclass · Accepted Answer

$ii > i > iii$

Vedclass · Answer

(B) The basic strength of amines depends on the availability of the lone pair on the nitrogen atom. $(i)$ $Et_3N$ is a tertiary amine where the lone pair is available for protonation,but it is less basic than the bicyclic structure (ii) due to steric hindrance and solvation effects. (ii) Quinuclidine is a rigid bicyclic amine where the lone pair is highly available because the structure prevents amine inversion,making it more basic than $Et_3N$. (iii) $1,4-diazabicyclo[2.2.2]octane$ $(DABCO)$ has two nitrogen atoms. One nitrogen atom acts as a base,but the other nitrogen atom exerts an electron-withdrawing $-I$ effect on the first,reducing its basicity compared to quinuclidine. Therefore,the order of basic strength is $(ii) > (i) > (iii)$.

Compare the basic strengths of the given compounds:

Similar Questions

Consider the following reaction. What is the major product formed?
$[CH_3CH_2CH_2-N^+(CH_3)_2-CH_2CH_3] OH^- \xrightarrow{\text{Heat}}$

What is the correct order of basicity for the following compounds?
$(1)$ $NH_3$
$(2)$ $CH_3CH_2NH_2$
$(3)$ $(CH_3)_2NH$
$(4)$ $CH_3CONH_2$

Which among the following compounds is the weakest base?

Arrange the following compounds in their correct order of $pK_b$ values.

Phenyl isocyanides are prepared from which of the following reactions?

Vedclass Test Series

Exam Paper Generator

Online Exam Module